β-Chlorocinnamonitriles in a New Synthesis of 3-Functionally Substituted 6-amino-1,2-Dihydropyridin-2-ones

Abstract β-Chlorocinnamonitriles react with methylene-active compounds containing N-substituted carboxamide group in DMSO solution in the presence of potassium hydroxide, forming 3-functionally substituted 1,2-dihydropyridin-2-ones.

[1]  M. J. Newman,et al.  Discovery and SAR of a novel selective and orally bioavailable nonpeptide classical competitive inhibitor class of protein-tyrosine phosphatase 1B. , 2002, Journal of medicinal chemistry.

[2]  G. Kirsch,et al.  Synthesis of New Thieno[b]azepinediones from α-Methylene Ketones , 2002 .

[3]  C. Wagner,et al.  Synthesis and Structural Assignment of Oxanilo-N-arylhydrazonoyl Chlorides , 2002 .

[4]  Eljazi I. Al-Afaleq.  A FACILE METHOD FOR THE SYNTHESIS OF NOVEL PYRIDINONE DERIVATIVES VIA KETENE N,S-ACETALS , 2001 .

[5]  R. Mekheimer.  A New Approach to the Synthesis of Polyfunctionally Substituted 1,8-Naphthyridin-2-one Derivatives from 6-Azidopyridones: A Novel Thermal Decomposition to 6-Aminopyridones , 2001 .

[6]  A. Katritzky,et al.  Regioselective conversion of 3‐cyano‐6‐hydroxy‐2‐pyridones into 3‐cyano‐6‐amino‐2‐pyridones , 1995 .

[7]  C. Shishoo,et al.  Synthesis of Some 2‐Substituted‐6‐phenyl‐ and 7‐phenyl‐thieno(3,2‐d) pyrimidin‐4(3H)‐ones. , 1994 .

[8]  I. Ukrainets,et al.  Ethyl esters of malonanilic acids. Synthesis and pyrolysis , 1994 .

[9]  C. Shishoo,et al.  SYNTHESIS OF SOME 2-SUBSTITUTED-6-PHENYL- AND 7-PHENYL-THIENO3,2-DPYRIMIDIN-4(3H)-ONES , 1994 .

[10]  R. E. Hackler,et al.  The syntheses of 5‐amino‐3‐t‐butylisothiazole and 3‐amino‐5‐t‐butylisothiazole , 1989 .

[11]  P. Shanmugam,et al.  A convenient approach to the synthesis of prenyl-, furo- and pyrano-quinoline alkaloids of the rutaceae , 1989 .

[12]  A. Eremeev,et al.  Synthesis of 2-amino-1-azirines and their reactions with carboxylic acids , 1985 .

[13]  V. Shklover,et al.  Heteroaryladamantanes. Communication 2. Structure of 3-(1-adamantyl)-3-chloropropenal and the synthesis of related adamantyl-substituted nitrogen heterocycles , 1985 .

[14]  J. Liebscher,et al.  A facile synthesis of 5-aminopyrazoles by the reaction of β-chlorocinnamonitriles with hydrazine hydrate , 1984 .

[15]  J. Liebscher,et al.  A Simple Method for the Synthesis of 5-Aryl-3-amino-2-alkoxycarbonylthiophenes , 1984 .

[16]  R. Pech,et al.  THIENO COMPOUNDS. PART 4: 3-ARYL-3,4-DIHYDRO-4-OXOBENZO(B)THIENO(2,3-D)PYRIMIDINES , 1984 .

[17]  H. Hartmann,et al.  Eine einfache Synthese von β‐Chlorzimtsäurenitrilen nach einer modifizierten Vilsmeier‐Haack‐Arnold‐Reaktion , 1983 .

[18]  H. Homma,et al.  STUDIES ON THE SYNTHESES OF 2(1H)-PYRIDONE DERIVATIVES. I. SYNTHESIS AND PHARMACOLOGICAL PROPERTY OF 6-SUBSTITUTED 2(1H)-PYRIDONES , 1979 .

[19]  H. Homma,et al.  [Studies on the syntheses of 2(1H)-pyridone derivatives. I. Synthesis and pharmacological property of 6-substitued 2(1H)-pyridones (author's transl)]. , 1979, Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.

[20]  A. A. Santilli,et al.  Pteridinecarboxamide diuretics. II. Reaction of 4,6-diamino-5-nitrosopyrimidines with N-substituted cyanoacetamides. , 1966, Journal of medicinal chemistry.